反应详情

A mixture of 2,4,5-triphenylimidazole (4.13 g), ethyl 9-bromo-2,2-dimethylnonanoate (10.95 g), potassium carbonate (10 g) and 2-butanone was stirred at reflux for 48 hours. The mixture was filtered, solvent removed under reduced pressure and the residue was chromatographed on silica gel eluted with chloroform to give a clear oil which was dissolved in dimethyl sulphoxide (30 ml) and treated with potassium hydroxide (3 g). The mixture was stirred at 40° C. for 24 hours when the solvent was removed under reduced pressure. Water (50 ml) was added, the pH of the solution was adjusted to 4 and the aqueous was extracted with chloroform (3×50 ml). The chloroform extracts were dried over magnesium sulphate, filtered and the solvent removed to give a solid which was recrystallised from acetonitrile to give 9-(1,2,4-tri-phenylimidazolyl)-2,2-dimethylnonanoic acid as a white crystalline solid, m.p. 119°-120° C.; Found: C, 79.85; H, 7.64; N, 6.23% (C32H36N2O2); Requires: C, 79.96; H, 5.54; N, 5.82%

1. temperatureat reflux for 48 hours
2. filtrationThe mixture was filtered
3. customsolvent removed under reduced pressure
4. customthe residue was chromatographed on silica gel
5. washeluted with chloroform
6. customto give a clear oil which
7. stirringThe mixture was stirred at 40° C. for 24 hours when the solvent
8. customwas removed under reduced pressure
9. additionWater (50 ml) was added
10. extractionthe aqueous was extracted with chloroform (3×50 ml)
11. dry with materialThe chloroform extracts were dried over magnesium sulphate
12. filtrationfiltered
13. customthe solvent removed
14. customto give a solid which
15. customwas recrystallised from acetonitrile